Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
권호 표지
DOI QR코드

DOI QR Code

Effect of Amine Oxide Zwitterionic Surfactant on Characteristics of Liposome

아민 옥사이드 양쪽성 계면활성제 첨가가 리포좀 특성에 미치는 영향에 관한 연구

  • Mo, DaHee (Dept. of Chemical and Biochemical Engineering, Dongguk University-Seoul) ;
  • Lee, SuMin (Dept. of Chemical and Biochemical Engineering, Dongguk University-Seoul) ;
  • Lee, JuYeon (Dept. of Chemical and Biochemical Engineering, Dongguk University-Seoul) ;
  • Han, DongSung (AK Central Research Center) ;
  • Lim, JongChoo (Dept. of Chemical and Biochemical Engineering, Dongguk University-Seoul)
  • 모다희 (동국대학교-서울 공과대학 화공생물공학과) ;
  • 이수민 (동국대학교-서울 공과대학 화공생물공학과) ;
  • 이주연 (동국대학교-서울 공과대학 화공생물공학과) ;
  • 한동성 (애경산업(주) 중앙연구소) ;
  • 임종주 (동국대학교-서울 공과대학 화공생물공학과)
  • Received : 2016.04.12
  • Accepted : 2016.05.17
  • Published : 2016.06.10
Download PDF
⟨ Previous Next ⟩

Abstract

In this study, zwitterionic surfactants were added to liposome systems at different pH conditions to understand the effect of surfactants on liposome characteristics. For this purpose, amine oxide surfactants having different hydrocarbon chain lengths were synthesized and the structure of the resulting product was elucidated by using $^1H$ NMR, $^{13}C$ NMR, and FT-IR. In addition, the physical properties of newly synthesized surfactants such as critical micelle concentration (CMC), surface tension and isoelectric point were measured. The stability characteristics of liposome systems including average particle sizes and zeta potentials were measured by varying pH and hydrocarbon chain lengths of an amine oxide surfactant. Effects of the pH and hydrocarbon chain length of an amine oxide surfactant on fluidity of a liposome membrane were also examined by measuring the deformability and the binding degree between the surfactant and liposome.

본 연구에서는 pH 변화에 따른 양쪽성 계면활성제 첨가가 리포좀 특성에 미치는 영향에 관하여 살펴보았다. 이를 위하여 아민 옥사이드(amine oxide) 양쪽성 계면활성제를 합성하고 $^1H$ NMR, $^{13}C$ NMR 및 FT-IR 분석을 통하여 구조를 규명하였으며, 계면활성제의 임계 마이셀 농도(critical micelle concentration, CMC) 및 표면장력 등의 계면 물성(interfacial property)을 측정하였다. 또한 제타 전위(zeta potential) 측정을 통하여 양쪽성 계면활성제가 양이온 계면활성제(cationic surfactant)에서 음이온 계면활성제(anionic surfactant)로 작용이 전환되는 등전점(isoelectric point)을 결정하였다. 이 결과를 바탕으로 등전점을 중심으로 한 pH 변화 및 아민 옥사이드 계면활성제의 탄화수소 사슬 길이가 리포좀의 평균 입자 크기 변화 및 제타 전위 등과 같은 안정성에 미치는 영향에 살펴보았다. 또한 pH 및 계면활성제의 탄화수소 사슬 길이 변화에 따른 및 리포좀과 계면활성제의 결합 정도(binding degree) 및 리포좀 막의 가변형성(deformability) 등의 측정을 통하여 리포좀 막의 유동성(fluidity) 변화에 미치는 영향을 이해하고자 하였다.

Keywords

References

  1. A. D. Bangham, M. M. Standish, and J. C. Watkis, Diffusion of univalent ions across the lamellae of swollen phospholipids, J. Mol. Biol., 13, 238-252 (1965). https://doi.org/10.1016/S0022-2836(65)80093-6
  2. P. M. Elias and D. S. Friend, The permeability barrier in mammalian epidermis, J. Cell Biol., 65, 180-191 (1975). https://doi.org/10.1083/jcb.65.1.180
  3. C. D. Stubbs, T. Kouyama, K. Kinosita Jr., and A. Ikegami, Effect of double bonds on the dynamic properties of the hydrocarbon region of lecithin bilayers, Biochemistry, 20, 4257-4262 (1981). https://doi.org/10.1021/bi00518a004
  4. J. Marcelino, J. L. F. C. Lima, S. Reis, and C. Matos, Assessing the effects of surfactants on the physical properties of liposome membranes, Chem. Phys. Lipids, 14, 94-103 (2007).
  5. W. G. Cutler and E. Kissa, Detergency: Theory and Technology, Surfactant Science Series, 20, 1, Marcel Dekker, New York (1987).
  6. A. M. Schwartz, The Physical Chemistry of Detergency ed. E. Matijevic, Surface Colloid Sci., 195, Wiley, New York (1972).
  7. C. A. Miller and P. Neogi, Interfacial Phenomena: Equilibrium and Dynamic Effects, Surfactant Science Series, 17, 150, Marcel Dekker, New York (1985).
  8. J. C. Lim, Phase equilibrium, dynamic behavior and detergency in systems containing hard surface soils and nonionic surfactant, J. Kor. Ind. Eng. Chem., 6, 610-617 (1995).
  9. J. C. Lim, Dynamic behavior study using videomicroscopy in systems containing polar oils and nonionic surfactant, J. Kor. Ind. Eng. Chem., 8, 473-481 (1997).
  10. S. K. Lee, J. W. Han, B. H. Kim, P. G. Shin, S. K. Park, and J. C. Lim, Solubilization of sulfur compounds in the diesel oil by nonionic surfactants, J. Kor. Ind. Eng. Chem., 10, 537-542 (1999).
  11. H. K. Ko, B. D. Park, and J. C. Lim, Studies on phase behavior in systems containing NP-series nonionic surfactant, water, and D-limonene, J. Kor. Ind. Eng. Chem., 11 679-686 (2000).
  12. J. G. Lee, S. S. Bae, I. S. Cho, S. J. Park, B. D. Park, S. K. Park, and J. C. Lim, Effect of cosurfactant on microemulsion formation and cleaning efficiency in systems containing alkyl ethoxylates nonionic surfactant, D-limonene and water, J. Kor. Ind. Eng. Chem., 16, 664-671 (2005).
  13. J. G. Lee, S. S. Bae, I. S. Cho, S. J. Park, B. D. Park, S. K. Park, and J. C. Lim, Effect of solvents on phase behavior and flux removal efficiency in alkyl ethoxylates nonionic surfactant based cleaners, J. Kor. Ind. Eng. Chem., 16, 677-683 (2005).
  14. J. C. Lim, Effect of cosurfactant on intermediate phase formation in systems containing alkyl ethoxylate nonionic surfactant, water and lubricant, J. Kor. Ind. Eng. Chem., 16, 778-784 (2005).
  15. M. J. Bae and J. C. Lim, Solubilization mechanism of n-octane by polymeric nonionic surfactant solution, J. Kor. Ind. Eng. Chem., 20, 15-20 (2009).
  16. M. J. Bae and J. C. Lim, Dynamic behavior study using videomicroscopy in systems cotaining nonpolar hydrocarbon oil and C10E5 nonioinc surfactant solution, J. Kor. Ind. Eng. Chem., 20, 473-478 (2009).
  17. M. J. Bae and J. C. Lim, Solubilization mechanism of hydrocarbon oils by polymeric nonionic surfactant solution, Korean Chem. Eng. Res., 47, 24-30 (2009).
  18. M. J. Bae and J. C. Lim, Dynamic behavior study in systems containing nonpolar hydrocarbon oil and $C_{12}E_{5}$ nonionic surfactant, Korean Chem. Eng. Res., 47, 46-53 (2009).
  19. S. Lee, B. J. Kim, J. G. Lee, and J. C. Lim, Synthesis and characterization of interfacial properties of sorbitan laurate surfactant, Appl. Chem. Eng., 22, 37 (2011).
  20. S. Lee, B. J. Kim, J. G. Lee, and J. C. Lim, A study on synthesis of glycidol based nonionic surfactant, Appl. Chem. Eng., 50, 282-291 (2012).
  21. M. J. Rang, J. D. Kim, S. G. Oh, B. M. Lee, J. C. Lim, J. D. Hong, H. H. Kang, and J. G. Lee, The Recent Research Trends in Colloid and Interface Chemistry, The Korean Federation of Science and Technology Societies, 80, 45, Seoul (2007).
  22. J. S. Kim, J. S. Park, and J. C. Lim, Measurement of isoelectric point of amine oxide zwitterionic surfactant by QCM(quartz crystal microbalance), J. Kor. Ind. Eng. Chem., 20, 9-14 (2009).
  23. J. S. Kim, J. S. Park, and J. C. Lim, Measurement of isoelectric point of betaine zwitterionic surfactant by QCM(quartz crystal microbalance), Korean Chem. Eng. Res., 47, 31-37 (2009).
  24. J. C. Lim and D. S. Han, Synthesis of dialkylamidoamine oxide surfactant and characterization of its dual function of detergency and softness, Colloids Surf. A, 389, 166-174 (2011). https://doi.org/10.1016/j.colsurfa.2011.08.034
  25. J. C. Lim, D. H Mo, J. S. Lee, J. S. Park, and D. S. Han, Measurement of an isoelectric point and softness of a EO-PO adducted zwitterionic surfactant, Korean Chem. Eng. Res., 50, 455-463 (2012). https://doi.org/10.9713/kcer.2012.50.3.455
  26. J. C. Lim, J. S. Kim, D. H Mo, and J. S. Lee, Measurement of an isoelectric point and softness of a zwitterionic surfactant, Appl. Chem. Eng., 23, 112-118 (2012).
  27. J. S. Kim, D. H. Mo, J. S. Lee, J. S. Park, D. S. Han, and J. C. Lim, Study on softness of an EO adducted amine oxide zwitterionic surfactant, Korean Chem. Eng. Res., 50, 960-968 (2012). https://doi.org/10.9713/kcer.2012.50.6.960
  28. J. C. Lim, J. S. Park, D. S. Han, J. S. Kim, S. Lee, D. H. Mo, and J. S. Lee, A study on isoelectric point and softness of an ethylene oxide adducted amphoteric surfactant, Appl. Chem. Eng., 23, 521-528 (2012).
  29. E. J. Bae, J. J. Lee, Y. H. Kim, K. H. Choi, and J. H. Yi, Sample preparation and analysis of physico-chemical properties for safety assessment of manufactured nanomaterials, J. Korean Soc. Environ. Anal., 12, 59-73 (2009).
  30. R. A. A. Muzzarelli, Colorimetric determination of chitosan, Anal. Biochem., 260, 255-257 (1998). https://doi.org/10.1006/abio.1998.2705
  31. B. A .I. van den Bergh, P. W. Wertz, H. E. Junginer, and J. A. Bouwstra, Elasticity of vesicles assessed by electron spin resonance, electron microscopy and extrusion measurements, Int. J. Pharm., 217, 13-24 (2001). https://doi.org/10.1016/S0378-5173(01)00576-2